WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, bad words, and strange ideas. It has only the strange things that dribble from my head. If you are not old enough, mature enough, open minded enough, and especially not smart enough to stop reading should you find yourself becoming offended viewing such a story, don't!

I hereby grant permission to post this story, make it available for download, or send it to a one or more of your kinky friends, as long as I am given credit for it and no monetary profit is made from it without sharing it with me. (I'm not greedy, but I did write it.)

 

Purty Prison Guard

By Wholeman

 

-SECRET-

Personnel Record

********************

Job Title: Security Guard

Name: Buttman, Harold A.

Age: 22

Disciplinary Action Record

********************

Employee's conduct is deserving of the most extreme punishment, within this institutions capabilities.

Description of Disciplinary action and reason for said action is as follows in the employee's own account:

-SECRET-

My name is Harold Buttman, sure go ahead and snicker, everybody does. Yes, I do go by the nickname, Harry. I've been teased about it my whole life so I'm used to it. It doesn't help that I'm only 5' 4" tall. I make up for it by being heavily muscled and meaner than a rattlesnake.

I'm a prison guard at the Purty Women's Correctional Center, and I love my job. Women all over the place, big ones small ones fat ones and pretty ones. I love the women, and can't get enough sex, so in my position as a guard, and with all of these love starved babes around, I've been able to get enough sex to almost even, satisfy me.

I trade cigarettes, drugs, and favors for sex, with the occasional blackmail for the unwilling ones for whom I set my cap.

I've got my little love nest set up in one of the locked electrical maintenance rooms, no one ever goes in there, and I have the only key. My little operation is perfect, and to top it off I'm being, paid for it. That with the money I'm making selling merchandise to the prisoners outside of the parameters of my discerning tastes, I figure I'm making $100,000 a year. Life is good when you know how to work the angles.

Today I have a meet set up with this hot little blonde from C Block that I blackmailed into being my first of today's parade of sexual conquests. I caught her lezzing her cellmate, which is strictly, forbidden by the prison rules. So now, that bitch is all mine and I'm going to do my best to turn her into a heterosexual, or at least a bisexual.

I met up with Callie outside her cell and had her follow me to my little love nest.

"You are looking lovely today Callie," I started, "I have been looking forward to this since yesterday." I told her as I opened the room with my key, and ushered her inside.

She was grinning ear to ear, as if she wanted me bad, "You looked please Callie, as if you are hankering for a bit of man meat for yourself."

She quickly entered the room and started stripping.

Seeing this, I followed suit, assuming that she was as enthusiastic as was I. My cock was rock hard and wanting this woman badly.

She smiled seductively and pushed me down on the airbed set up there, "Eager little thing aren't you honey?"

She made no effort to answer. She just took my hands and placed them on her lovely DD cup breasts that I had been drooling, over.

"Oh, God these feel… incredible!" I enthused.

She was sitting on my pelvis in just her panties, and my cock was at attention between the cleft of her heart shaped butt cheeks, straining at the silky material of the pink panties, she wore.

"Mmmm," she moaned as I manipulated those intoxicating mammaries.

I closed my eyes concentrating on her wonderful breasts, and the next thing I knew there was a, "Click, click," as a pair of handcuffs were, clipped around my wrist.

'Wait a minute she's and inmate, where did she get handcuff?' I thought as my eyes flew open and I felt a pair of manacles being, affixed to my ankles.

"What the Fuck…!" I exclaimed trying to dislodge Callie and force her to unlock my bindings, but the dozen women that surrounded me, held me down to the mattress.

Then I saw the face of the Warden, Ms. Sterndackle, "You have been a very bad boy, Harry!"

She turned and addressed the women, "Do it, and then take him to his cell!" she exclaimed with vehemence and disgust.

I felt the sharp poke of a syringe in my butt cheek and everything went black…

********************

I awoke in the warden's office in chains and shackles, forced into a kneeling position, with the Warden behind a big desk, wearing a black robe, in front of me.

"I see the accused is conscious again," Ms. Sterndackle announced, "The witnesses may come forward."

Prisoner after prisoner came to the desk in front of me and told the Warden about every incidence, every dalliance, and every indiscretion I perpetrated since coming to work at that Prison, and every time I opened my mouth to protest, I was, zapped with a stun gun.

After my third time though, the warden grew tired of it and had one of the female prison guards shove a cock gag down my throat and strap it in place.

"I trust there will be no further outburst now, Mr. Buttman," she admonished, though she looked amused at my predicament.

I had to struggle just to breathe and suppress my gag reflex so as not to vomit while my face was, impaled on that disgustingly realistic looking thing.

"Please proceed with your story, Helga," the warden continued.

Proceed they did, until every sexy babe in the prison, and even one of the guards, had testified against me.

Ms. Sterndackle called to the bailiff, "Bailiff, please run the video."

The monitor behind her showed my 'love nest' and a few of the dalliances I'd had in there over the last few days.

When it was over Ms. Sterndackle picked up a ledger and said, "I have here your business ledger detailing your illegal activities in my prison, and here," she picked up a passbook, "is the evidence of all of the profit you have made off of the suffering you have caused, some three hundred, fifty four thousand dollars."

"Bailiff, un-cuff his right arm please," Ms. Sterndackle, ordered, which was promptly, carried out.

She handed the passbook and a pen to the bailiff, "Now Mr. Buttman, if you know what's good for you, you will sign that withdrawal slip."

I hesitated. After all, it was $350,000 bucks.

The bailiff took her stun gun and fired it off into my balls, "Yaaaaaaaahhhhhhh!" I screamed

After twenty minutes of intense testicular agony, Ms. Sterndackle again stated, "Sign the slip, Mr. Buttman!"

This time I grabbed the pen and signed quickly, I didn't know if my testes could take another and still produce sperm.

"What you have done here Mr. Buttman is beyond reprehensible. You have frustrated the rehabilitation of my inmates. You have raped, stolen, and preyed upon the weaknesses of these women. God help me, I'm partly blame myself. I have failed in my duties, and failed to protect my employees and prisoners. I failed in that I did not catch you until now."

"A diseased creature such as you must be made to pay, and I will not leave it up to the legal system outside of these walls to punish you. You will be punished here and in a way I deem appropriate compensation, that will rehabilitate you before you leave these walls," she struck her desk with a gavel.

"Bailiff, sedate the prisoner!" Ms. Sterndackle ordered and I again felt my ass jabbed with a syringe.

********************

'What a fucking weird dream that was!' I thought as I swam my way back to consciousness. I opened my eyes and saw that I was in a Pink Cell!

I sat up quickly and felt a wispy feeling garment shift around on my body. I looked down to see that I was wearing a pink baby doll nightie.

'Cute, real cute, wait till my lawyer gets hold of that warden!" I thought nastily, 'She'll rue the day she humiliated me like this!'

I peered around my environment, seeing a typical solitary confinement cell with a full bath. Except that this one was pink, I mean everything was pink, the sheets, blankets, false curtains, commode, shower, sink, floor, ceiling, everything!

There was a small dresser in this cell and a television. "Well at least I can watch some tube until Ms. Sterndackle comes to her senses," I said to myself.

I turned it on, and the screen warmed up to, Ms. Sterndackle's smiling face, "I see you are once again conscious, and obviously bored. Welcome to Ms. Sterndackle's, Buttman channel, the only channel you have. This television is programmed with training videos," I tried to change the channel, but whatever channel I turned to there was the warden, saying the same thing, "you will be rewarded with a movie after watching three videos, but only after demonstrating that you learned what was taught in the videos, yes you are under video surveillance at all times. You might as well get comfy, because you are not getting out of there for quite a while and not until you have been rehabilitated, which means you will have seen all the videos and learned what we want you too learn."

'Well let's see what educational video she wants me to learn. Anger management, or some lame sexual harassment awareness video…' I thought as the leader on the tape wound through the system.

______________________

"Hello," said a pretty woman standing in front of a nondescript background, "and welcome to Personal Hygiene for Girls. Before your teacher has to tell you, I will… Let's keep the giggling to a minimum, ladies."

The instructor walked to her left and stood in front of a drawing of a naked female, "This anatomically correct drawing will be used to show the areas of your body, and we will run films segments to better illustrate the techniques we will be instructing you in today."

"This series of 5 films will be presented one per day for the whole week."

"Your bodies are changing, starting to blossom into full womanhood, and you will need to know how to keep yourself healthy and beautiful."

"Today's lesson is washing your body. I know that you have been, taught by your mothers, but we may have some girls in this class who do not have mothers in their lives. There is also the possibility that we might know something your mother doesn't or has neglected to teach you, so pay attention."

"Now I know that many of you may use antibacterial soap, we are not recommending the use of this since studies are showing that using this all of the time tends to breed antiseptic resistant bacteria."

"This is a washcloth, and though many of you have been taught to use them, some have not. The cloth holds the soap and provides a soft yet increased ability to remove the dead skin cells that your bodies are constantly shedding…"

I turned it off

______________________

'Great I'm being, shown hygiene for little girls. I guess since this is a women's prison that's all they have on hand. Well at least they show half naked little girls and have a drawing of a naked girl on it,' I reasoned

"I better have a look around my cell before I zone out on the tube for too long," I muttered to myself, "and see if there is something else to wear in that dresser."

I made my way over to it and opened the drawers. They were all empty except for the bottom one, which had a half dozen baby dolls, all pink. There were subtle differences in the lace and shapes of them but to me the all looked the same.

"You could at least give me something decent to wear!" I yelled at the walls not expecting to get an answer.

You can imagine, my surprise when I heard, "You will be provided clothing when you earn it Mr. Buttman, not before." The warden's voice came seemingly from all around me.

Now that I knew she was listening, I was going to give her a piece of my mind, "You fucking bitch! You can't do this to me! This is illegal and you know it! You wait till my lawyers get done with you!" and then I got foul mouthed and nasty.

As I continued my tirade, I failed to notice a hissing noise emanating from the wall, as I lost consciousness and fell flat on my face.

********************

I could feel my self strapped down in bed as I awoke, but could see nothing, nor could I open my eyes. I knew that I was, drugged and my face hurt terribly.

"Hello, is some one here?" I asked.

"You were very bad Harry, and the warden had to gas you. The only trouble is when you fainted and hit your face on the floor, you broke your nose, and shattered your brow, but don't let it worry you, I'm a rather good plastic surgeon, and I have repaired the damage beautifully. You will look a little different but, that couldn't be helped," the lady doctors voice came to me sounding strangely familiar.

I felt a needle stick on the side of my butt.

"I'm going to have to do some more work on your jaw, so when you wake again, don't try to talk," she said as I felt her grab my wrist and check the pulse then blackness swept over me.

********************

I slipped in and out of consciousness a few times again, but not for long enough to really remember anything, until I came around to a brightness that caught my attention and someone calling my name…

"Harry… we need you to wake up now…" the female voice called.

"Mmmmf?" I answered.

"Good you're awake, now don't try to talk. Doctor, the patient is conscious again," she called.

"Thank you nurse. Well Harry, it's time to take the last bandage off your eyes. Now things are going to be blurry at first, so if you are ready wiggle your right fingers," the doctor asked me, again with her familiar sounding voice.

I wiggled as asked, then felt gauze being unwrapped from my head and cotton balls removed from my eyelids.

"All right, you may open your eyes now Harry," the Doctor said.

I opened them and saw the rather lovely face of the Doctor, who was also my last intended victim, Callie.

"That is wonderful work doctor, Harry should be grateful we have such a talented plastic surgeon in our midst," the warden's voice praised Dr. Callie.

I could not see the warden but I saw the doctor move out of my limited view and listened intently. The only words I could hear was, "eye shadow," so I figured that it was just girl talk and allowed myself to fade into the drowsy state that the drugs kept me in.

Later the nurse came in and fed me a milkshake through a straw since my jaw was, wired shut. When I was finished, she took out some kind of cream and rubbed it into my face wherever the skin was exposed.

"This will prevent scarring an help you heal quicker," the nurse said, then she jabbed me with another syringe, "That's just vitamins and stuff to keep you healthy since your jaw is wired. I'm going to turn up your dosage on the morphine pump now so nightie night."

********************

It was like that for I don't know how long, then finally I was, wakened and the nurse removed the last of my bandages. I was, escorted to my cell and left there with my food, which I ate through a straw, pain pills, and vitamin pills, brought to me at regular intervals and pushed through the slot in my door.

I became bored enough to watch the stupid hygiene tapes and finally was able to watch a movie …Miss Congeniality, whoopee. I wasn't too bad though, better than learning how to shave my legs. That damned warden made me shave my legs and underarms, moisturize and exfoliate before I could watch the movie.

I was so weak from the stay in the hospital I could hardly believe it. To top it off my appetite was gone. I was eating barely enough to keep a bird alive. I must have lost fifty pounds over… well to tell the truth, I have no idea how long. I have no clock, no window, and no idea how much time has past.

They finally unwired my jaw, and it feels so weird, like my jawbone is smaller and I can open my mouth farther. I suppose it is going to feel weird, until it is, totally healed. I wish they had put a mirror in here, I can't even see if Callie did a good job on my face, or if I look like Frankenstein's monster. At least she must have given me something to temporarily stop my beard from growing, I can't even feel the stubble.

Every so often, I have to back up to the door slot so that they can give me a shot of antibiotics to keep me from getting an infection. How long do you have to take these though? I'm sure I've had forty or more of them so far.

I keep yelling to have them let me out long enough so I can get some exorcise, but there is no answer, the walls just stare back at me. I can't wait until that bitch of a warden has something to say to me, I'm going to give her a piece of my mind. This is just illegal, and she is going to be in here instead of me as soon as I can manage an escape. My friends must be hunting for me by now. My sister at least, she calls me every weekend to 'check in' she should be looking for me and filing a missing persons report at least.

Well enough staring at my toes, I might as well watch the next installment of the young and hygienic, let's see what the next installment is today…

_______________________

"Hello," said the woman again, "and welcome back to Personal Hygiene for Girls. Today we start a more advanced topic, hair styling. We will show you how to do some basic hairstyles and use the basic tools of hair care that salons do."

'I suppose that whacked out warden is expecting me to put my hair up in a ponytail!' I thought and quietly snickered to myself. 'Ouch, what in the hell is that prison laundry doing? The baby doll I was wearing was irritating my nipples. They are all swollen and puffy looking.'

A few minutes after the video ended I heard the warden come over the intercom, "Harry, we are going to need a blood sample from you."

"Fuck you bitch. You send someone in here to get it and I'll fight tooth and nail. This is illegal imprisonment. Pretty soon my sister and my friends will put enough heat on that the cops are going to search this prison and find me and that will be the end of you!" I screamed at the ceiling.

"First of all Harry, no one is looking for you. Listen to this recording your sister Simelda, made for you," she told me sounding smug.

"Harry, you pig… You low life scum bucket! You total waste of skin! I… I can't even think of you as… as my brother anymore! Don't ever call me! Don't talk to me! As far as I am concerned, I have no brother! I saw all of those women tell what you did to them. I saw how you sold drugs in the prison, and anything you could to make a buck off or… or…(sobbing wail) trade for sex! I hope you die!" then the tape with my sister's voice on it went silent.

"I don't think she is looking for you Harry. If she is, she probably has something sharp with her," Ms. Sterndackle said.

"You Cunt! You fucking…" I screamed at her, as the gas took me again.

********************

"Well Harry, you did it again," the nurse said, "You weren't even healed up from the last time so the doctor had to do more extensive surgery on your face. To top it of you managed to break your foot when you passed out, then unconsciously you tried to break your fall with your hand and broke that as well." She sounded as if she really cared about me so I held my tongue and was a good patient for her especially since my jaw was, wired again.

"The doctor has you on a morphine pump, so if the pain starts to creep up on you, press the button that I am placing in your hand, feel it? Now I am pinning it to the sheets right next to your hand, so it will always be there when you reach for it. Now I am taking your hand to the call button on the side rail to your bed, if the pump isn't keeping up with the pain, press this button. I am sliding your hand down the railing to the bed controls. Feel them there under your hand. This button raises the head of the bed. This is for the foot, up and down. There you go that should make you more comfortable."

"I'm going to arrange your baby doll so that it isn't all bunched up, so just relax," she informed me.

'Wow, this nurse has a great bedside manor. Hey, let's see if this button really will give me an extra shot of painkiller,' I thought to myself as I pressed the button.

A warm rush of well-being, started to wash over me. I couldn't voice my pleasure in any other way except to moan, and somewhere far off it sounded to me like a girl moaning, 'Damn, this is some good shit,' I thought as another warm wave washed over me and I lost consciousness.

********************

"Well doctor, how is our patient coming along?" Ms. Sterndackle asked, sitting behind her desk, nervously drumming a pencil on the desktop.

"Warden, Harry is progressing faster than I had anticipated. Of course, I didn't have the facilities that you have made available to me, before. It's funny that the thing that sent me to prison is being used to rehabilitate a scumbag like Harry," Dr. Callie Mannatter, replied sitting in the leather chair across the desk from the warden. "He has discovered his morphine button and unlike those set up in hospitals, this one has been set at a very high limit, and Harry is using it generously. He is staying so stoned, that I think I will start in on his other side without sending him back to his cell. By the end of the month, he should be completely addicted to the morphine. I should have both of his hands done and his feet. His pelvis is mending quite well and the vocal cords are so tight that the next time he speaks you won't be able to hear him unless you are a member of the Canine Family. Additionally, there is no way you will ever see an Adams apple on that throat. I have taken three inches out of his legs and he is missing three ribs now. The over shrinking of his skeletal structure is on schedule as well. When I have finished with him, his bones will be lighter and smaller."

"You will be able to, get me the transplant materials that I requested, won't you warden?" Callie asked.

"Yes, like you said, we can't request the exact parts we want but you can harvest them directly by declaring a radiation victim with multiple needs. We can then have the whole donor sent here on minimal support and you can take what you want," Ms. Sterndackle admitted. "The unauthorized research that you were charged with, you're certain that you can actually, do it?"

"I've done it twice so far. Never on a mentally alert person though, I used a couple of coma patients. If they ever wake up, they might die from the shock of finding themselves so radically different," Dr. Callie tittered at her own joke, "I just hope that a donor is sent to us fairly soon."

"How are the subliminals going?" the warden wondered, as she stood up and walked over to her coffee pot.

"The hypnotics are being pumped in and with the morphine, he can't put up any resistance to the tapes we run, when he isn't fully conscious. Katie says that he has even, become comfortable in his baby dolls," Dr. Callie let out a self-satisfied snicker. "He has been trying to speak along with the tapes as they command him, even though his jaw is wired. Have you thought of what name you plan to give him, we should start adding that to the tapes right away. You don't want him to be able to tell anyone his name, do you?"

The warden sat in reflection for a short while and stated, "Horatia Harlie Hoard, that will be her new name. Befitting her rap sheet that we have yet to produce, don't you think?"

Callie giggled, with her hand over her mouth, "I like it. I'll get started with her programming right away. You, are sure, that you want the whole treatment?"

"I want even more than you did to the others. I want your imagination to get to work on everything that you can do, to maximize our goals. I want you to make sure no matter if she has been sleeping in a gutter that she, looks absolutely gorgeous. I want everyman that sees her to immediately have an erection, and to start drooling. Do you think that you can accomplish that?"

Dr. Callie gave her a diabolical grin saying, "I think so. Now here is what I want you to set up for me…"

********************

'Oh man,' I thought, 'time for another push of the magic button!'

I pressed it and waited for the warm elation to wash over me and take my pain with it. I didn't even think about why the pains I was getting, were now in different places. How my pain seemed to lessen in my right foot, only to reappear in my left one. It didn't even bother me that the push button became bigger when one day it appeared in my left hand after being in my right for so long.

I was a little alarmed when I heard, "Hello there, Horatia how are you feeling this morning?"

'Who in the hell is Horatia?' I thought, but for some reason I knew she was taking to me.

"Pretty darn good, I'll bet. Well this is Dr. Mannatter and I thought I would prepare you personally for your next surgery. This is going to be the last one, so don't fret any. You have the easy job today, but for me it is going to be a long one. I'll see you in a couple week again, after your recovery."

I felt a poke far off in my butt, although it barely registered in my drugged haze, as I drifted off to oblivion.

********************

"Alright nurse Goodbody, let's get her into the operating room. The donors organs aren't going to wait much longer," Dr. Mannatter told her.

"Oh Dr. Callie, she should be so grateful for the wonderful job you have done, although I'm certain she won't appreciate it for some time, if she ever does at all. (Giggle)," nurse Goodbody praised the doctor as she helped push the gurney towards the surgery.

Dr. Callie giggled as well, "We sure got lucky with the donors, and I never expected to be provided with three of them all at once. I'm going to be able to do something special with this one!"

"I hope you'll let me massage the kinks out of your back after all of this intense surgery. Maybe even (giggle) you will like having me tongue fuck you too," nurse Goodbody licked her luscious lips seductively.

"If you don't quit that Katie, I'll forget all about Harry and do you right here you vixen!" Dr. Callie threatened, "Anyway we're going into the operating room and the other nurses will be jealous so keep your motor running on idle till later, alright baby?"

Nurse Goodbody gave her a quick peck on the lips, "It's a date!"

********************

I came swimming up slowly from a long strange dream. I became aware that I was wearing a pair of headphones, which were, removed almost immediately.

I was feeling kind of sick and tried to press the button that should be in my hand, but wasn't.

"No more morphine pump for you Missy. It's time for you to get up out of that bed and get on with your training," I heard Mistress Callie tell me.

I opened my eyes to see the doctor's smiling face right in front of my eyes. I could see her Katie Goodbody standing off to one side.

"Now just to prove to me that you are once again awake Harry, tell me your name?" she sweetly asked, still grinning like a Cheshire cat.

"Sure, my name is Horatia," I replied, "No that's not right, my name is Horatia! Wait, wha… my… name… is… Horatia! What in the fudge?" I quit with my mouth hanging open in shock.

I heard Katie titter in the background, while Callie laughed in my face. A devilish look came across her face and she pulled away a little and said, "Not long ago you would have done almost anything to get your hands on these," as she removed her blouse and bra, pressing those beautiful breasts almost against my lips, "You should be sporting a rock hard woody about now!"

She was right, I should be. My heart was pounding, my breath was short, and I was definitely excited, but no hard on! I concentrated on the area between my legs, and it only felt like I had wet myself, instead of the rigid meat I should be feeling.

'Did all of that morphine make me sterile? Had the drugs chemically castrated me?' I fretted.

"Oh, poor Horatia, she looks so frightened doctor Callie. Maybe you should tell her why she doesn't have an erection," Katie Goodbody said in a rather condescending voice, grinning all the while.

"What a good idea Katie. Well Horatia, the reason you are not sporting a woody is simply that you no longer have the wood," as impossible as it might have seemed to me, she smiled even wider knowing the effect that this information would have on me.

"What? You, castrated me? You can't do this it's illegal! Nooooooo," I screamed then fainted.

********************

"Now don't you faint on me again Horatia! You need to know that, you were not, castrated! Now if you will stop this sissy fainting routine and listen, I have more to tell you," Mistress Callie told me as I regained consciousness for the fourth time after she told me that my cock was no longer, my own.

"That's better! Now you relax Missy, that is an order from your Mistress!" she ordered shaking her finger in my face.

Completely against my will, I found an intense blanket of calm descend over me.

"Good girl! Now, if you stay conscious for a few more minutes you may hear the rest, and get on with the rest of your life," she sounded exasperated as she ordered me to listen.

Katie was holding my hand and patting it, "Callie, remember she is still weak from all of the time in bed…"

"Right, I'll lighten up sweetens, but only for you, I don't give one whit what this scumbag is feeling," Callie exclaimed.

"Horatia, you need to thank your lucky stars for Katie here, she has been the only person in this whole prison who has tried to keep some very nasty things from happening to you," Callie said as she walked a little ways away, "I have an idea, Katie why don't you tell her about her new situation? I have better thing to do!" With that Callie spun on her heals and left my room.

"Ughn, why do I feel so sick?" I moaned as every nerve in my body complained, and the room was doing flip-flops.

"Oh honey, I'm so sorry! Your suffering withdrawal from the morphine you were on for so long. Here let me give you a little shot to just help you over the hump a little… but first will you do some thing for me?" she asked so smoothly and convincingly I would have been hard for me to think something was up, even if I had all of my wits about me.

"Anything, if you can make me feel a little better," I smiled up at her as best as I could manage. I saw her take out a syringe and fill it from a little bottle.

"Well this favor should be easy for you. All I want, is that you please, please try not to do anything to make Doctor Callie any madder. It is really hard on me to keep the others from doing things to you in retaliation for any little thing that you do. So please promise me that you will try, so that I can keep taking care of you. They have talked about using one of the other inmates as your nurse, but I think they will find someone who doesn't really care about her patients, and that makes me feel sad for you. Do you think that you can try hard, for me?" she finished in an, oh so caring voice.

I got a tear in my eye and said, "Thank you for helping me," I could hold back no longer… the hopelessness of my situation, and everything I had been told to this point came crashing in and I started weeping. Not your ordinary basic cry mind you, but the whole body wracking all out kind.

Katie hugged me while I sobbed, and dried my tears, saying soothing things while I had lost it entirely.

When I had started to calm down, I felt the sting of the injection as she poked me in the buttocks with the needle. Mere moments later I had a smile on my face and was in a warm floating blissful high.

"Do you feel better now baby?" Katie asked, while she held me sitting on my bed.

"Yes… I fell all warm and floaty. You are my best friend Katie. I know that I don't deserve you, but knowing you are here for me makes my heart soar," I rambled, in the haze of the drug. Had I been a little straighter, I would have wanted to gag at the effeminate things I had just said to her.

"That's alright baby, Katie is here for you…" she rocked back and forth as I became ever so much more placid.

********************

As the trio reviewed the tape, Katie said, "Can you believe that turd is buying this drivel? I had to work so hard not to retch, when I said it!"

"Was it that bad? She looks so different from Harry that it's hard for me to think of her as the same person," Ms. Sterndackle admitted, sitting in one of the office chairs next to the other two women reviewing the tape of Horatia's first awakening.

Dr. Mannatter piped in with, "Well since we were the ones who did the actual alterations, it probably is a little easier for us to know that underneath that beautiful exterior, lays the disgusting and fetid mind of a rapist and blackmailer."

"I have to admit that you did a splendid job on her, Callie. You two had better get back there, she should be coming around soon," Ms. Sterndackle reminded them.

"Yes warden, I would like to thank you for the opportunity to prove my theories, and to save the other women incarcerated here from that pig," Callie shook the warden's hand as she stood to leave.

Katie, being the more emotional of the ladies, threw herself around the warden's neck, hugging and kissing her, "Thank you warden. You are doing a wonderful thing for women everywhere!"

"Sometimes I have my doubts about that. Luckily, all I have to do is review Harry's file, and I am once again totally convinced that we are doing what must be done," Ms. Sterndackle sighed deeply shaking her head, "I just wish we didn't have to."

"Bye warden, we'll keep you informed on how things are going, even though it is mostly Katie's job for now," Dr. Mannatter left with her nurse to check on Horatia.

********************

I came to, still feeling good, to see the lovely face of my only friend, Katie.

"Hi, welcome back sweetie. Are you ready to take your first walk to the bathroom now? Come on, get that cute little tush out of the bed," she said as she pulled me gently to the edge and I expected she was going to help me to my feet.

As my torso came more to a vertical posture, I felt… something I never in my life, expected that I would feel! My chest slid into my lap! "Oh god! What was that?"

Katie giggled, "Don't be a silly girl! That is just your bosoms natural motion, when you are not wearing your brassiere!"

I was shocked! Yet for some reason, I knew it was natural for a girl like me. My head was spinning trying to get a grip on why I would think it was natural, when unconsciously I, stood up. Well that's not entirely correct, I tried to stand up and wound up having Katie steadying me. She helped me to my toes.

Try as I might I could not relax my foot to stand on the floor! I tried to take a step on point, but my feet just weren't strong enough, and I was, forced to sit back down on the bed.

"What is wrong with my feet Katie?" I asked in astonishment.

"Oh Horatia, you know you need special corrective shoes to walk in, ever since your accident!" she chided me.

"I wish you would stop calling me that," I asked her, as she bent down to place my feet into a pair of shoes from underneath the bed.

"What would you like me to call you sweetheart?" she asked, as she slipped my strangely tiny feet, into a pair of radically high heals.

"Please call me by my real name. Horatia," I asked, "I mean the name I was born with, Horatia!"

Katie giggled a disarming titter and said, "That's what I have been calling you dear."

"Oh piffle! I give up! Call me Horatia then," I said, even tough I really wanted to use much stronger language.

"I sure will honey. Do you remember the rest of your name?" Katie bated me, as she did up the little strap across the top of my feet.

"My whole name is, Horatia Harlie Hoard. Oh dear lord, that's even worse than my real name, Horatia Harlie Hoard!" I was so frustrated that even feeling as nice as the drugs were making me feel, I started to tear up.

Now don't you go, getting all emotional dearie, this is just going to be a quick sissy, and then it's right back into bed," she scolded me, as she finished putting my shoes on.

At least I think she put shoes on my feet, I could feel them, but it was impossible for me to see them with the giant bulges in my way, "I can't see my feet," I complained.

"Well I can tell you that you are missing a beautiful sight! These are two of the prettiest feet I have ever seen," I could feel her gently caressing the top of my foot, which sent an sensuous shiver up my spine, making me quiver, "Now that's enough stalling, come along, Horatia." She pulled me over to the edge of the bed.

That's when I realized that this couldn't be, the Katie that I knew. This woman is an Amazon! She must be six foot or taller. Even her hands were bigger than mine are. Not to mention she was one strong girl, pulling me as easily as she was.

She tugged one last time, and my bottom slid from the bed as I dropped the short distance to the floor, and her strong arms kept me from falling over. I felt my chest pulling heavily downward in front of me, while it bounced and jiggled all over. My legs were weak and my knees felt like warm gelatin, as she slowly walked me to the water closet, as if I was eighty years old or something.

When we finally arrived, she turned me around?

'Wait a minute,' I thought, 'I only have to go pee, why turn me around? Maybe I'm so weak that it's safer to do it this way, so I won't fall down if my knees go.'

Satisfied with that reasoning I suddenly felt Katie drop my baby doll panties to my ankles for me, and then she held up the top so I wouldn't soil it when I sat down.

'Well I guess it's not so strange… she is a nurse and has seen lot's of people naked before,' I rationalized as I sat down on the seat.

'It sure feels like my butt is covering more of the seat than usual,' I casually observed, 'I'm going to have to get to the gym when I get out of here.'

I relaxed the usual muscles and I nearly fainted. It felt like I was peeing out of my butt! My piss was spraying all over my ass too!

Katie must have seen all the blood drain out of my face because she asked, "What's the matter, Horatia? Your face just turned really pale!"

"It felt like I was peeing out of my butt!" I almost screeched, having finished my sissy.

"Of course it did, that's how we girls pee Horatia, and no big deal is it? Are you done now?" she queried with a matter of fact expression on her face.

I started to stand up and her strong gentle hands stopped me, "Horatia, you must be really out of it girl! Don't forget to wipe yourself," she chided with a little giggle.

I snatched a wad of toilet tissue and reached between my legs, and when I wiped my smooth creased gash, I screamed and fainted dead away.

********************

When next I awoke, I felt myself floating in a strange unshakable state, when I heard Mistress Callie say, "There that should keep her awake long enough for us to get her past the basic hurdles! She's on enough Prozac to mellow out Richard Simons! She's alright now aren't you sweetie?"

I felt Mistress Callie pinch my face to purse my lips with her hand.

"Hi gorgeous, didn't I fuck you a while back?" I asked stoned out of my head, sitting up in my hospital bed and smiling.

"Actually no, I fucked you, and I fucked you real good!" she patted my cheek smiling at me.

"Aw that's nice… cause I like you a lot! I always did like a lady with big boobies! Do you want to fuck me again? You can fuck me as good as you want, pretty lady!" I blathered, barely able to form words as stoned as I was.

"I'll take you up on that offer later, after you get more familiar with your body though, for now why don't you let Katie help you learn more about yourself?" she suggested, with her hand stroking my hair on the back of my head.

"Does she want to fuck me too? She's pretty, she can fuck me too!" I offered.

"Okay, it's a date, but only if you are a good girl and learn what Katie is going to show you. Do you think that you can do that for your mistress, Horatia?" Mistress Callie asked now staring deeply into my eyes and holding my hand.

"I'll try really hard Mistress Callie," I promised, in the high sweet voice I was hardly aware that I now had.

"That's a good girl Horatia. I have to leave now, so you be nice to Katie while I'm gone," she ordered, with a sweet smile on her face.

As she got up to leave, I still don't believe I did this, I said, "Can I have a hug before you leave, please?"

"That is so sweet of you! You sure can honey!" she hugged me tight, squishing my boobies' way out to the sides as she did.

I started panting like a bitch in heat! Wow! I was, inundated by pleasurable sensations coming from my chest. I really liked how my boobies felt when someone touched them, I almost orgasmed just from her hugging me!

"Oh, so you like that, do you? Well sweetie, I'll be back and hugging you a lot over the next few weeks, so keep that motor running honey," Mistress Callie kissed my cheek and I orgasmed!

Not like… so hard to think… anyway, I came harder than, I think I have ever orgasmed before! In addition, whether I have orgasmed that hard before or not, I want to do it again, a lot!

"Perfect! Everything is working out just as we planned," Mistress Callie announced and then kissed me right on the lips, sending me into another magnificent orgasm, only this time she held it for a couple minutes, I kept squirting and squirting lubrication until I was sitting in a veritable puddle! She patted my cheek again and ordered, "You be a good little sissy girl for Katie, and I'll come back and kiss you again later." She walked out of my room leaving me with a satisfied smile on my face.

"Well that makes my decision for me, as to what to teach you first," Katie giggled and went on, "bath time is what you need the most now. So let's get you to your feet and into a nice hot and soapy tub full of bubbles."

Katie helped me to my feet, well to my stiletto heels to be more precise. Her strong hands supported me into the bathroom and she placed me onto the water closet, while she filled the tub and squirted bubble bath into the hot water, saying, "While you are there you might as well go sissy, it will be a little while until the tub is full."

I stood and pulled down my pink silk panties, and then sat down again, and let loose the stream of urine from my butt. I wiped my hairless pussy and started to pull off my top in preparation for my bath. Katie came over and helped me get the gossamer fabric over my gigantic breasts.

When the tub was full she supported my, oh so weak feminine frame all the way into the blissfully relaxing bubble bath. At least it was relaxing until Katie started washing my boobs for me. My legs went straight and rigid, and the muscles tightened up so much my legs were shaking. My hands kept grasping the water at the bottom of the tub and I was moaning as if I should be looking for Scrooge!

"I think you are going to need help getting washed, at least for the foreseeable future," she giggled, I on the other hand could do nothing but twitch.

"Okay, now your mountains are cleaned, why don't you wash your arms and legs," Katie handed me a wash cloth and I automatically took over washing myself as I had been taught by the training tapes.

I ran into trouble when I started to clean my vulva, one touch and I nearly drowned. My back arched hard and my head went underwater as I did. Lucky for me that Katie was there to save me. She pulled my head up into the open air while I orgasmed.

"My, you are easily satisfied sweetie! How about, we wash your hair now Horatia?" she whipped the bubbles off, of my face, which had covered it.

"Why am I orgasming so much Katie?" asked her as she supported my head out of the water.

"You are just a horny slut, Horatia. You always have been. It's okay though everybody is used to it. In fact the girls on the cell block miss you terribly," she giggled, and I was wondering why that would be funny.

Katie showed me how to pat myself dry. Then she powdered me all over telling me, "I kind of envy you Horatia, not ever having to shave your legs or pussy. The way you can casually walk around wearing stiletto heels, which are so high that they are, nearly ballet boots, you are incredible girl! Your breasts are delightful as well. I wouldn't have the courage to have my breast augmented to the extent that you have," she lightly caressed my nipple, making me quiver all over.

"Do your breasts, make you do this?" I barely managed to ask.

"Not to your degree honey. I love it when mine are, caressed, but I have never orgasmed when someone played with them. You were just made special Horatia, created to be a sex toy," she smiled as she told me this.

"Time to get dressed girl," she informed me. "I'll hold your bra while you step into the cups, and then I'll make up the clasp in back, while you situate your boobs in the cups," she directed as I did just that.

"You might just have to get some bigger bras soon, this one is almost too small," she told me as she hooked me in tightly in the back.

She handed me a crotchless pink thong to pull up my legs, which I did, and I enjoyed the sisterly help she was giving me. She had me pull up rose colored stockings with lace roses woven into them to attach to the matching garter belt I put on, and then she had to straighten them for me, since it was so hard for me to see them with my huge boobs in the way. Next came a pink see through silk blouse with elastic woven into the lower half, so that it would cling to my tiny waist, before flaring out to hug my breasts, and display them in a deeply scooped neckline.

The silk fabric, hugging me so tight, and sliding around my torso was sending wave after wave of pleasure signals to my brain.

Katie then helped me into a sweet silky pink half-slip, she rested on my wide flaring hips, before slipping up a scarlet silk skirt and fastened it in the back for me.

I was, seated before a mirror and Katie helped me rub conditioners into my face, and then showed me how to outline my lips with a lip liner, before helping me apply my lipstick.

I found myself wondering why I didn't have to put on blusher or eye shadow until I noticed that I really didn't need it, I already had a violet and pink eye shadow and dark eye liner on and my cheeks were in a perpetual blush. For that matter I really didn't need the lipstick or lip liner, I had applied the same colors that my big soft lips already were. I think she had me do it to protect my lips from chapping, yes that must be it.

My long thick wavy strawberry blonde hair was, brushed out, and fastened into a cute ponytail that hung down midway on my back.

I looked at my tiny slim hands and appraised my nail polish, it was immaculate as always, just the perfect shade of pink, and an inch longer than my fingers. I was smiling at the sight of them when I heard Katie say, "You know you don't have to worry about your fingernails or toenails, Horatia. Remember, Doctor Mannatter replaced your nails with enameled titanium implants, after the accident made you loose a couple nails on each hand, she thinks you are real special!"

I was grinning broadly, knowing that what she told me must be true, since my nails were so beautiful.

"That should do it Horatia! Now you and I have an appointment to keep with the warden," she led me through the security areas into the warden's office, where I took a seat across from Mistress Sterndackle, Mistress Callie, and Nurse Goodbody.

"I see you have finally recovered from you accident Horatia. Do you think you are ready to go back into the general prison population again?" Mistress Warden Sterndackle asked me, her hands clasped together on her desk as she leaned closer to me.

I cleared my throat and answered in my sweet high little girl's voice, "I feel all better Mistress Warden Sterndackle. I'm sorry to be so much trouble. I can go back in with the other girls again now, and I promise to be a good girl!"

Ms. Sterndackle looked at Dr. Callie and said, "Impressive work Dr. Callie. You are, sure that she can perform her trustee duties now? The duties that we discussed earlier?"

"Most assuredly warden, I will personally acquaint her with her new position as a trustee," she replied with a devilish grin, knowing what awaited me.

"Excellent, make sure I get copies of the first day's training films. You may take your charge to her cell again and begin. I'll finish up the paperwork transferring her back to her cell," Mistress Sterndackle told her, picking up a sheaf of papers and glancing at them. Then she whispered to Dr. Callie, "Harry's sister, who works for the county records department, has filed the fake records for Horatia. She is now officially here on repeat offender charges of prostitution. Many, many charges of prostitution!" She snickered deviously.

"Perfect!" Mistress Callie and Katie stood, took my tiny hands, and lead me back to my special pink cell.

Right away, I noticed that it had been, redecorated. There was a new King size bed with pretty pink sheets and a ruffled pink comforter on it. All of the plain curtains had been, replaced with ornate pink hanging draperies. There was a new cabinet against one wall. The bathroom now has a big mirror. The shower was, replaced by a huge bathtub shower, in pink. There was a walk-in closet filled with pretty pink clothes and lingerie, even a section with latex out fits hanging there. My pink dresser was double the size it was when I last saw it, and when I opened the drawer I saw scads of lingerie. There were different colors and styles aplenty and none of them looked at all like ordinary day wear, it all seemed to be out of Victoria's Secret or Fredericks of Hollywood!

I walked over and bounced onto my back on the bed and only then did I notice the huge mirror on the ceiling!

"Beautiful isn't it Horatia?" Mistress Callie asked, as she had been watching me look around from the doorway with Katie.

"It's wonderful!" I squealed enthusiastically.

"Well, not everyone has a nice cell like this one Horatia, and if you want to keep this one you have to work for it. You do want to keep it, don't you?"

"Oh yes," I replied.

She closed the cell door and began stripping off her clothes, as did nurse Katie. I was confused and started to remove mine as well when Mistress Callie said, "Stop! We will do that ourselves in a minute!"

They both walked into the closet and when they emerged, Mistress Callie was wearing thigh high black leather high heel boots, a leather thong, and a leather shelf bra, which left her nipples exposed.

Katie was wearing a soft frilly baby doll with a leather color that had a leash attached, the other end firmly in the grasp of Mistress Callie, "That's more like it! Now my lovely slave girl Katie, I want you to prepare our special guest!"

Katie came toward me with an evil grin on her face.

I was so frightened I began to tremble all over, which made Mistress Callie laugh evilly.

Katie veered off toward the new cabinet, opened it, and brought out some restraints, which she promptly affixed to my wrists and ankles. I knew that both women were bigger than I am, and that the crop that Mistress Callie had would be able to quickly subdue me, so I didn't resist.

Katie laid me down on the bed and tied me to the four corners. My legs were, spread wide and painfully. Katie then put a tight collar onto my neck and a small box was, attached to it.

"The collar you have on will emit a painful shock if you cry out or start saying inappropriate things. Do you understand Horatia?" Mistress Callie told me holding the remote control in her hand.

"Yes," I replied.

ZAP!

"That is, 'yes Mistress Callie'! Don't forget it! Note also that what you just felt was the lowest shock level. I have four higher levels. Now say it again properly WHORE!" she yelled.

"Yes Mistress Callie."

"First lesson learned. That is good Hor, you don't mind me nick naming you Hor, do you?" she demanded hand on her hip, the other firmly hovering over a button on the remote.

"N… No, Mistress Callie," I hesitantly replied, afraid to be shocked again.

"Good, because that is your new job, Hor. You are the prison whore! You will be trained how to please a woman in many ways, and will become proficient in all of them, since you will be having so much practice!" she turned to face Katie, "Make her ready Katie."

Katie splayed opened my blouse and scooped my breasts out of my bra, leaving then standing high on my tiny chest. She hiked my skirt up around my waist, and then cut my panties off me.

"She is helpless and ready Mistress Callie," Katie stated, taking her place standing behind and to the left of her mistress.

"Key phrase, Harry Ass Buttman," mistress Callie stated with a smirk on her face.

Suddenly the haze in my mind lifted and again I was 'the me', that I should be, "What in the fuck is going on! Where in the hell did these fake boobs come from and why am I tied to this bed?"

"Those are not fake boobs Harry, those are your tits. You are tied to the bed to begin your training as the prison whore," she left it at that, and just stood there smiling.

"Gigolo maybe, but only girls are whores, and I'd have willingly fucked as many of the inmates you want, without having to be tied down," I replied.

"Katie, go ahead and start tongue fuck her!" Callie ordered.

I could feel the bed bounce while she climbed on, especially since my enormous boobs jiggled all over, sending strange sensations all through me.

The next sensations were unbelievable, she spit on my crotch, and I felt it run down… the crease in my crotch? Before I could come to grips with that, she gently spread my vulva with her slippery tongue. I was unprepared for the intense pleasure her tongue was inflicting on me. My head went back into the pillow hard, my toes curled up and I started trying to buck my hips into Katie's face.

Mistress Callie grabbed my hair and pulled my head around so that my eyes opened to see her face closely, "Harry, you are now a woman. You have a uterus, a vagina, and ovaries. Unlike most women though, you have six ovaries, I wanted to make sure that if any were rejected you would still have functioning ones. You have three clits, in a cute configuration in the top of your vulva. I gave you a sixteen-inch long vagina, which will accommodate an enormous dildo. You have flexible labia that will stay tight on whatever penetrates you but will still stretch around huge objects. You have six Bartholin's glands, which will make you just the juiciest fuck around, and guarantee that you orgasm buckets of pussy juice. I made sure that those udders on your chest are incredibly sensitive with enormous nipples, so that you can be, sent into quivering submission easily. Each normal woman's breast has 15 to 20 sections, called lobes, you however have sixty per breast, so when I say udder, I really mean that! I removed five of your lower ribs, and shrunk you in almost all direction. Your waist is a tiny eighteen inches. You are almost five feet tall on your toes, which by the way is the only way you can walk anymore. I spread your hips nice and wide, around thirty nine inches. I'm sure that you have noticed that you sound like a six year old when you talk, and I made sure that you're ravishingly beautiful," she laughed long and wildly.

"You look like you don't believe me Harry. I'll prove it, look straight up, and watch as Katie makes you cum in a wonderful gush!" she pointed my face toward the ceiling mirrors.

I saw a sweetly beautiful tiny strawberry blonde girl with her head held firmly by Mistress Callie staring back at me, buried by a pair of huge boobs and a pretty blonde with her tongue driven deeply up a hairless cunt, attached to the booby girl.

"Noooo!" I screamed, "Please tell me it's a joke! I… I… I can't be a girl! No one can give a man a cunt that works! It's not possible you have to be lying!" I ranted, as Katie licked the three clits in my soft sensitive labia, as she was rapidly bringing me towards orgasming.

When I did orgasm, it was like having an epileptic fit. I thrashed about, bucked, arched, clenched, and gushed a small tidal wave out of my pussy!

Katie didn't stop though, she had me thrashing about three more times in the space of a few minutes, one multiple orgasm after another.

Finally, Mistress Callie told her to stop, whereupon she came around and kissed me. That didn't shock me as much as her sharing a mouth full of my own pussy juice with me, which I had to swallow, or drown.

"It's time for Harry's 'Lady Viagra' shot Katie, so please administer it to her, and then inject the oxytocin, I want her to become very feminine mentally, so getting her breasts to lactate should help her to be more nurturing," she watched as Katie shot a huge syringe of 'Lady Viagra' into my butt.

Katy turned to a table and filled another huge syringe and injected both of my boobies with half it's content.

"You see Harry, you are going to be more of a woman than even Katie here. You should start to menstruate in two weeks. You had better be a good girl or the warden has promised that she will send a male guard in here to fuck you at the proper time to insure that you are pregnant. Won't that be fun!" she giggled at the look of terror on my face.

"Don't worry I'll help you in that area, I'm going to restart your conditioning so that you will be a proper whore, right up to the point when you are so close to the throws of ecstasy that you can't stop. Then and only then will you be able to remember that you are Harry Buttman, ex-prison guard, rapist and drug pusher. Oh, and the other leash we have is your addiction, if you are not a good little slut whore, we won't give you your maintenance dose of morphine. The withdrawals are impressive to watch, and I'm sure that you will do anything we ask to get your drugs, how do you like being a drug addict whore Harry?" she patted my cheek painfully.

"You Fucking b…" I started.

ZAP!

The pain overwhelmed me, and my jaw clenched.

"Pain and pleasure, I'm sure you will find it an effective combination," she caressed my huge breast sending shivering waves of pleasure to my brain.

"After a few years of our loving ministrations, even the slight remnant of Harry that is left now will be so thoroughly immersed in Horatia, he'll love what she has become… Harry Buttman, prison whore!" she laughed then spoke the key phrase that mentally turned me into a submissive girl.

********************

"Hor, it's time for your next appointment," she announced, as she led into the room a prisoner that I had blackmailed into having sex with me many months before.

"That's really him?" she asked incredulously, her hand covering her mouth.

Mistress Callie gave her a stern look.

"S… Sorry, her… She is lovely! I dressed up, how do I look?" she twirled slowly so that we could see her dress.

She was wearing a chiffon pastel print dress, wispy and gossamer looking, with suntan pantyhose and white sandals.

Mistress Callie replied, "Quite lovely my dear. Hor is prepared just as you requested. Katie, please go and pick out an appropriate collar for Lillie."

Katie undulated off to the closet, returning with a pastel blue collar that she strapped to Lillie's neck, handing the leash to Mistress Callie.

"On the bed now my pretties," the two women hopped onto the bed with me, one on each side, as Mistress Callie ordered. "Now, as sexily as you both can, strip one another."

Katie and Lillie started kissing and slowly undoing each other's clothing right over my tightly bound female body. As things proceeded, the sight of them stripping was making me crazy, but when they started brushing against my boobs and tiny little body, they had my cunt drooling like a Pavlov's dogs.

"Use your discarded clothing to tantalize our victim," Mistress Callie ordered, having taken a seat across the room and began rubbing her own crotch as she watched.

Katie placed her D cup bra on top of my much larger breasts, rubbing my nipples through the lacy fabric, and tickling the sides of my mountainous mammaries with the straps.

Lillie took her silky panties and rubbed my face with them, and then moved them down around my breasts and tickled me all the way to my toes and back upwards to my vulva, where she concentrated on driving me wild, slipping them between my legs, and sometimes my labia.

I was so, turned on that I was trembling all over, straining at my bonds, and moaning loudly.

"Very good girls! Lillie I believe that our little Hor here would like to have sex with you. I think, since she was always looking for some pussy, you should feed her yours," Mistress Callie, snickered and started pulling at her own nipples. "Katie, I want you to use your fingers on Hor's cunt. Go slowly and teasingly, and not more than one finger in her at a time."

Lillie straddled my face and brought her sweet smelling pussy down on my mouth. I was, so crazy with sexual energy I willingly began tongue fucking her. She was moaning and caressing my boobs. With every lick, she would reciprocate by twiddling my nipples a moaning herself.

With Katie's finger fucking me with maddening slowness, even so, I screamed an orgasm into Lillie's vagina, well before I brought her to her own trembling, face dowsing, orgasm. I swallowed at least two mouthfuls of her pussy juice before she lifted off my face allowing me to breathe freer.

"Wonderful Lillie! Now you know what to do, Lillie. Katie, you now have boob, and face duty. I want to see her lips trembling before Lillie and I return!" Mistress Callie ordered, with a steamy satisfied look upon her face.

Katie nibbled my ear, nuzzled my boobs, twisted my nipples, and then she stuck her tongue down my neck, tickling my tonsils. She started licking between my breasts, and sure enough, my lips were trembling in no time.

"Ah, you're back, Lillie! Crawl into position," Mistress Callie ordered and I felt the mattress move with her presence, jiggling my massive breasts, "You may begin when ready."

I felt Lillie's fingers play with my labia, smearing my pussy juice all over and next… Oh GOD NO! I felt a hard blunt object being, slid up, and down between my lips. I flexed my pussy muscles trying to deny entry to the invader, but I was way too wet and didn't have enough strength in my cunt muscles to deny its entry.

I felt my lips stretch around the invader and my resistance dwindled rapidly. It felt… it felt like… I felt… well… whole is the only way to describe it. The vacancy between my legs was, plugged and I wanted more of it. I wanted her to ram that thing into me to the hilt, and when she started backing out, I clenched my muscles in an effort to keep it within me. I had no reason to worry since she started another stroke before she came out. I tried to grab hold of her, tried to cling to her, but my bonds were preventing that, so I concentrated on kissing Katie whenever she was near my mouth.

I orgasmed in a torrent, loudly screaming, "Oh god… oh GOD… OH GOD!"

"Keep going Lillie," Mistress Callie ordered then she stood up and walked over to the head of the bed, bending over so that she was close to my ear and face. "Hor, do you like being fucked? Do you enjoy being, filled by that big dildo? Tell me that you want to be, fucked. Tell me you want to be fucked allot!"

"Oohgloo," I replied to her demand, my mind lost in the incredible ecstasy I was experiencing.

Mistress Callie held her hand up to Lillie indicating she should stop, "Hor, now I want you to say, 'fuck me. Make me your whore. Fuck me hard, please!' If you don't I won't let her continue."

I wanted more. I wanted her to keep going, I needed her to keep going.

I was taking too much time, so Mistress Callie waved Lillie to start backing out of me.

"Nooooo! Fuck me. Make me your whore. Fuck me hard, please!" I screamed, trying to scoot my butt toward the retreating dildo.

Mistress Callie signaled for Lillie, to start stroking forward again, "That's better Hor. Lillie needs to know that she's, appreciated. She needs to hear you ask her to fuck you. So now, every time you stop asking, she will stop fucking."

Now she wants me to beg to be, fucked… but it feels so… I don't want to say it, but I need it! I started quietly saying, "Please fuck me Lillie. Please keep fucking me. Fuck me Lillie! Fuck me… Fuck me… Fuck me… Fuck me…Fuck me, fuck me, fuck me, fuck me," I kept screaming louder and louder, until, "Oh god… oh God… OH GOD!"

"I think its Katie's turn to fuck our little whore," Mistress Callie announced loudly at my side.

Katie donned the strap-on and Lillie started work on my boobs and head.

"Don't forget to encourage Katie my little whore, she like to have a cheerleader! It's easier to hurt her feelings though, if you stop begging, she pulls out and goes home," Mistress Callie whispered into my ear.

"Oh beautiful Katie, please fuck me. Please fuck me hard!" and so on… until I came in another mind numbing torrent. By then I was sitting in a puddle of my own vaginal fluids, the sheets soaked all the way up to my shoulder blades, but I didn't care.

I was exhausted, but reveling in the afterglow of all the sex.

Mistress Callie had the girls untie me and change the sheet underneath of me, and then she left, having Katie and Lillie sleep next to me, cuddling.

********************

I awoke in a bathtub full of bubbles, with Katie and Lillie washing me all over with plenty of soap. My breasts and vagina as well were, washed. I had never even heard of an dildo shaped sponge, until I had one used to clean out my pussy, especially not one with a tube up the center that douched me out as those wicked women made me orgasm into our bath water, and of course, I'd pleaded to be fucked throughout the whole thing.

When I got out of the tub and was being, dried off Lillie jabbed a syringe into my left breast and deposited half the contents in the syringe there, then she put the rest in my right breast. While I was recovering from that, Katie jabbed a syringe full of something in my left butt cheek, I grabbed to rub the spot and felt her nail my other cheek. A warm soft feeling enveloped me and I smiled.

"I know that you don't really care right now Hor, but you just received your Morphine, oxytocin, estrogen cocktail, Prozac, and Lady Viagra shot," she kissed my cheek, making my knees tremble.

They dressed me afterwards in a pink leotard and tights, which clung to me like a second skin and showed off my vulva quite dramatically through the thin fabric. Whereupon I was, escorted to an aerobics class, lead by Mistress Callie, by the two women who had a leash attached to my collar on each side, handcuffs, and hobbles.

Its not as if I could put up much of a fight, without the boobs I couldn't weigh more than 110 lbs. If I thought I was small before, now I'm a waif. I have, pipe stem arms, thin legs, hardly no waist, and they tell me that I was bed ridden for six month after my last accident. These trustees were going overboard with the security for me. Heck with the stiletto heals they make me wear I can't even walk at a normal pace let alone run away. I'm just a weak little girl after all.

How do they expect me to do aerobics with these shoes on?

When we entered the room, I saw that there were already thirty or so women present, all of who were dressed somewhat as I am. The ladies escorted me to the wall where a bench sat, amid the giggles and titters, of the other students. They removed my leash, hobbles, and handcuffs, and then proceeded to take off my high heels, which they were replacing with high heel wedge/sneakers.

"Do I have to wear high heels? Can't I just go barefoot?" I whined.

Mistress Callie heard me and came over with an evil smile on her face, "Lillie, Katie, I think we need to educate little Hor here…" she was standing with her hands on her hips watching us, "leave the shoes aside for a bit."

They did as they were, told.

"Alright now Hor, I want you to wiggle your toes for me," she smiled as I did so, "now wiggle your feet up and down," which I did as well, "see girls, they feel quite normal to her, but you saw how her feet move?"

The two ladies nodded that they had.

"Perfectly designed to function as well as they do in the designated footwear. Now help Hor to her feet, so that she may walk around barefoot for us," she instructed, with more than just a hint of sarcasm in her voice.

My two escorts helped me to my feet, but my feet wouldn't work right. When I relaxed my calves all the way, my feet were still, pointed down in almost an 80-degree angle, my heels far from contacting the mat we were standing on.

"Now Hor, up on your tippy toes," Mistress Callie ordered, motioning with her hand as well.

I went up as she ordered, and my feet reacted easily and not only could I support myself on point, but I could see in the mirror along the wall of the exorcise room that my feet were actually even pointed backwards a little.

"Now I want you to walk with me around the room once to show all of the other women your pretty little feetsies," she said in a little girl cutesy voice, and then giggled. She walked along the wall around to the front of the class, with me trailing like a puppy.

When we come to the front of the class Mistress Callie announced, "Class I want you all to meet Hor, short for Horatia. On the other hand, if you prefer you may spell it 'w h o r e', she won't mind. She is walking around the room on point to show you all her pretty little feet, so I want you all to take a good look. You may comment if you like, she appreciates knowing how you all feel about her appearance. She has had quite a few surgical alterations to her body to make her more attractive, to either sex. She loves sex, and she loves to be fucked, by anyone," she concluded my introduction.

"Go ahead Hor, I want you to walk up and down between each aisle. Stay to talk with each of the women as long as they want to. Don't be rude to any of them, or you will be, punished. I want you to let them do anything to you that the want while you get to know them," she snickered evilly, followed by a chorus of more than thirty other giggles.

I seemed to know all of the women, but for the life of me, I couldn't remember a thing about them, all I know is that for some reason looking at them was making me incredibly horny. I was sure that my pussy had soaked the crotch of my leotard by this time.

(Out of my hearing, Katie was telling Dr. Callie, "She has so much Lady Viagra coursing through her veins I surprised that she hasn't thrown the whole class to the mat and started fucking them to death," she snickered quietly along with the Mistress, then, "Three times the maximum dosage… we better keep an eye on the guard dogs!")

I started with the first woman on the left of the classroom as I easily, and quite sexily undulated over to her. As soon as I was close enough, she grinned broadly and grabbed my cunt. I was shocked but I knew that the Mistress would punish me horribly if I did the wrong thing, so I merely moaned as the pleasure exploded in my mind.

"Wow you are a horny slut honey!" she announced to the whole class, "She's soaked her tights and leotard all the way to her knees!" –Giggle-

"Go and let the next lady have a feel, Hor," she waved me on to the next student.

I walked up to the tiny red head that was, glaring at me.

She reached out and lifted my enormous boobs, and then let them drop and jiggle, while I tottered trying not to fall over, "Well it's a start! Maybe I'll feel better about it in a couple months. Get on with you Hor!"

When I walked up to the next lady, a blonde with an impressive rack of her own, I stopped, she went to her knees and started caressing my feet!

Who would have thought that those tiny feet could make a girl so hot? She said loudly, "I can't wait for my turn! These are all mine!"

She had me panting like a bitch in heat with what she was doing. How could my feet be making me so hot?

She finished and stood, but not without sliding her hand up my legs and cupping my vulva, while saying, "You love sex, now you are sex!" –giggle-

She sent me to the next woman in line who simply planted a lip lock on me that left me gasping for air.

It went basically the same way, woman after woman, by the end of the line I had orgasmed five times and my feet were soaked with my own cunt juice, and there was a dark wet stain all the way up my leotard to within six inches of my neck.

I was relieved that ordeal was over with, when I heard, "You naughty women! The whole bunch of you got poor Hor all worked up now! The whole class must be, punished! Since you all got her so horny, I think it only fitting that you all fuck her brains out!"

My tired eyes flung themselves open in terror! My knees went weak and two of the ladies caught me on my way to the mat.

Dozens of women pounced on me stripping my tiny trembling body like piranha attacking a swimmer. Someone poured a gallon of baby oil all over me and within moments, I was, covered by naked squirming women, using hands, mouths, tongues, and toys on me. I have no idea how long they fucked me, it was at least two or three hours, but I lost track of how many times I orgasmed, and I remember Katie and Lillie giving me another series of shots partway through it, making me crazier for sex than you could ever imagine! I was, insatiably driven into having those women fuck me no matter how sore my cunt was becoming, just as long as I kept orgasming!

I awoke to hear, "I don't care what she did! I really like her! Can I help you take care of her?" The cute six foot tall blonde was cradling my head in her lap as she asked Mistress Callie.

"We will discuss it privately Darlene, especially since Hor is awake again. Darlene will you slip her gym shoes on her so she can be taken back to her cell?" Mistress Callie asked bringing the gym shoes over to her.

"My pleasure Doc, I'll even help take her to her cell if you don't mind?" she gently laid my head onto the mat and crawled to my feet, lifting them and fitting my comfy sneakers on them. "How does that feel, Horatia?"

I immediately fell in love with her! She was the only one to call me by my real name. I think it's my real name… Anyway, she was nice to me when everyone else seemed to just want to use me.

"Thank you very much ma'am," I told her with as much feeling as I could put into it, while still being respectful.

She picked me up off the mat as if I weighed nothing at all, sending my naked boobies jiggling and undulating every which way.

"Damn, those things fascinate the hell out of me sweetie!" she confided.

Since she seemed to be deficient in the booby department, I could understand her fascination so I said, "They're yours anytime you want to use them."

"My, that's sweet of you to offer sugar," she kissed my little cheek.

Mistress Callie cleared her throat to get Darlene's attention, "Darlene please set Hor back down on her feet so that she can be properly bound for her trip back home."

"Heck Doc, with me along she ain't going anywhere! This little lady can hardly walk at all, and I can run the hundred, as if my ass was on fire, when I have to. I'll keep an eye on her so she doesn't overpower anybody and run away, he, he, he, as if she could! One titty twister and you'd about kill this one!" she joked, as I was, placed back upright on my feet.

Mistress Callie gave her an extremely annoyed look.

"It's alright ma'am, I don't want to make any trouble. Please put the restraints on me, as Mistress Callie asked," I didn't like the look Mistress Callie was giving Darlene, and I didn't want my new friend to be in any hot water on my account.

"I'll do it if Doc here agrees to let me come with you…" she proposed.

My eyes must have screamed out my fear because she held me tightly to her, "Don't you fret hon.. I'm here and there's nothing to be afraid of."

Mistress Callie looked up as if to ask for help, then replied, "Darlene, you may come along, but we are really going to have to have a long discussion later, agreed?"

"Sure thing Doc, hand me those handcuffs and I'll get started," she asked in her simple, straightforward way.

I was quickly, cuffed, hobbled, and we started back on our way to my cell. Of course I was still naked and cum covered, but we didn't get near as many cat calls, whistles, or nasty comments as I expected, apparently Darlene has a few menacing looks of her own.

Mistress Callie was not very happy when we entered my cell, but she held her tongue while Darlene was there.

Darlene removed my hobbles, handcuffs, and sweetly kissed the inside part of my wrist. When she was finished, she looked questioningly at Doctor Callie and waited for her to speak.

"Thank you Darlene, Hor has a date now so we will talk later…" she tried to dismiss the large woman.

"Uh Doc, before I go let's you and me have a little discussion outside," Darlene insisted, motioning her to come with her as she left the cell.

I couldn't hear what they said as I sat on the side of my bed and waited.

********************

Outside the cell, a brief and slightly heated discussion was occurring.

"I know that is Harry you have in there, Doc. I also know that she doesn't know that she is Harry as she is, isn't that right?" Darlene started, her fists on her hips looking down at the much smaller woman.

Doctor Callie was somewhat exasperated with the other woman, "Yes, Darlene, she does not know at this particular time that she is Harry, but with what we are doing that is necessary. If he knew he was Harry, she would be fighting tooth and nail every minute, which would make what she must learn more difficult for all of us."

"The way I look at it Doc, she is a girl, she is going to need a friend that she can cry in front of and do all that girly stuff, without worrying about being betrayed. So if you really want her turned into a girl, and a soft submissive one that must rely on all the feminine ways that you want her to have, why don't you let her use me as a crutch, and she will never be able to function without a strong protector?" Darlene grinned wickedly at the doctor, showing a heretofore intensely intelligent gleam in her eye, the doctor was shocked to discover.

"That is a good idea, we'll talk more after dinner tonight," she agreed, "I'll have the trustees bring you to the wardens office and we can work out the details."

"Great Doc, I want that piece of shit to be the most simpering, spineless excuse for a woman that has ever walked the Earth," she concluded vehemently.

********************

When the doctor returned to the room, she met only Horatia and Katie inside. Lillie had been, sent back to her cell.

"Well now Hor, it's time you cleaned up and dressed for your next date, so into the bath with you. Katie, go with her and make sure that she does not ruin my good repair work by falling down in the bath tub," she instructed.

I was promptly bathed, coifed, and then dressed in black lace stockings, garter belt, thong panties, an impressive shelf bra, full silk slip, black stretch mini skirt, and a form fitting low cut, tightly stretched, tee shirt.

I looked positively sleazy. If I were to leave the prison, I'd be, arrested on prostitution charges even without a John on my arm.

I stood staring into the mirror at myself thinking, 'this is wrong… That can't possibly be me! I'm not… I'm not a prostitute, am I? Mistress Callie says I am the prison whore. I must a whore, I look like a whore!'

A tear started rolling down my perfect cheek, and my makeup was not even, disturbed by it.

"That's enough of that Missy!" Mistress Callie ordered.

Nevertheless, I could take no more, and slumped to the floor in sobbing wreckage, my whole body felt like the nerves were screaming. I felt the poke of a needle in my butt and quickly lost consciousness.

(continued)

 

Purty Prison Guard (Version 0.0)  By Wholeman. Everything else is Copyright (c) 2003, by: Stone on the Moor LTD. Freely archived, copied, transmitted, and redistributed, printed, fantasized about or masturbated to or used to perpetuate marital bliss. (Just don't tell her you read this stuff)

  

  

  

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